2.0 2012-05-31 10:27:28 -0600 2015-06-03 15:53:31 -0600 ECMDB00570 M2MDB000151 Coproporphyrin III Coproporphyrin III is a porphyrin metabolite arising from heme synthesis. Coproporphyrin III is a tetrapyrrole dead-end product from the spontaneous oxidation of the methylene bridges of coproporphynogen, arising from heme synthesis. 3,8,13,17-Tetramethylporphyrin-2,7,12,18-tetrapropanoate 3,8,13,17-tetramethylporphyrin-2,7,12,18-tetrapropanoic acid C36H38N4O8 654.7089 654.268964212 3-[9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid 3-[9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid 14643-66-4 CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)/C(CCC(O)=O)=C3C InChI=1S/C36H38N4O8/c1-17-21(5-9-33(41)42)29-14-27-19(3)22(6-10-34(43)44)30(39-27)15-28-20(4)24(8-12-36(47)48)32(40-28)16-31-23(7-11-35(45)46)18(2)26(38-31)13-25(17)37-29/h13-16,37,40H,5-12H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16- JWFCYWSMNRLXLX-UJJXFSCMSA-N Solid Cytosol Membrane logp 2.53 ALOGPS logs -4.33 ALOGPS solubility 3.07e-02 g/l ALOGPS logp 4.95 ChemAxon pka_strongest_acidic 3.52 ChemAxon pka_strongest_basic 5.16 ChemAxon iupac 3-[9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid ChemAxon average_mass 654.7089 ChemAxon mono_mass 654.268964212 ChemAxon smiles CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)/C(CCC(O)=O)=C3C ChemAxon formula C36H38N4O8 ChemAxon inchi InChI=1S/C36H38N4O8/c1-17-21(5-9-33(41)42)29-14-27-19(3)22(6-10-34(43)44)30(39-27)15-28-20(4)24(8-12-36(47)48)32(40-28)16-31-23(7-11-35(45)46)18(2)26(38-31)13-25(17)37-29/h13-16,37,40H,5-12H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16- ChemAxon inchikey JWFCYWSMNRLXLX-UJJXFSCMSA-N ChemAxon polar_surface_area 206.56 ChemAxon refractivity 176.26 ChemAxon polarizability 73.93 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Porphyrin and chlorophyll metabolism ec00860 Metabolic pathways eco01100 Specdb::CMs 24746 Specdb::CMs 651024 Specdb::CMs 651025 Specdb::CMs 651026 Specdb::CMs 651027 Specdb::CMs 651028 Specdb::CMs 651029 Specdb::CMs 651030 Specdb::CMs 651031 Specdb::CMs 651032 Specdb::CMs 651033 Specdb::CMs 651034 Specdb::CMs 651035 Specdb::CMs 651036 Specdb::CMs 651037 Specdb::CMs 651038 Specdb::CMs 651039 Specdb::CMs 651040 Specdb::CMs 651041 Specdb::CMs 651042 Specdb::CMs 651043 Specdb::CMs 651044 Specdb::CMs 651045 Specdb::CMs 651046 Specdb::CMs 651047 Specdb::NmrOneD 334078 Specdb::NmrOneD 334079 Specdb::NmrOneD 334080 Specdb::NmrOneD 334081 Specdb::NmrOneD 334082 Specdb::NmrOneD 334083 Specdb::NmrOneD 334084 Specdb::NmrOneD 334085 Specdb::NmrOneD 334086 Specdb::NmrOneD 334087 Specdb::NmrOneD 334088 Specdb::NmrOneD 334089 Specdb::NmrOneD 334090 Specdb::NmrOneD 334091 Specdb::NmrOneD 334092 Specdb::NmrOneD 334093 Specdb::NmrOneD 334094 Specdb::NmrOneD 334095 Specdb::NmrOneD 334096 Specdb::NmrOneD 334097 Specdb::MsMs 6962 Specdb::MsMs 6963 Specdb::MsMs 6964 Specdb::MsMs 13634 Specdb::MsMs 13635 Specdb::MsMs 13636 Specdb::MsMs 2771579 Specdb::MsMs 2771580 Specdb::MsMs 2771581 Specdb::MsMs 2909972 Specdb::MsMs 2909973 Specdb::MsMs 2909974 HMDB00570 114935 C03263 27609 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 Doss MO: Porphyrinurias and occupational disease. Ann N Y Acad Sci. 1987;514:204-18. 3327428 Minoda, Taiji; Takada, Toshihiro; Horii, Shinichi. Coproporphyrin III. Jpn. Kokai Tokkyo Koho (1979), 3 pp. Uroporphyrinogen decarboxylase P29680 DCUP_ECOLI hemE http://ecmdb.ca/proteins/P29680.xml Oxygen-independent coproporphyrinogen-III oxidase P32131 HEMN_ECOLI hemN http://ecmdb.ca/proteins/P32131.xml Coproporphyrinogen-III oxidase, aerobic P36553 HEM6_ECOLI hemF http://ecmdb.ca/proteins/P36553.xml Oxygen-independent coproporphyrinogen-III oxidase-like protein yggW P52062 YGGW_ECOLI yggW http://ecmdb.ca/proteins/P52062.xml Coproporphyrin III + 2 Hydrogen ion + Oxygen <>2 Carbon dioxide +2 Water + Protoporphyrinogen IX R03220 2 S-Adenosylmethionine + Coproporphyrin III <>2 Carbon dioxide +2 5'-Deoxyadenosine +2 L-Methionine + Protoporphyrinogen IX R06895 4 Hydrogen ion + Uroporphyrinogen III <>4 Carbon dioxide + Coproporphyrin III R03197 Uroporphyrinogen III <> Coproporphyrin III +4 Carbon dioxide R03197 Coproporphyrin III + Oxygen <> Protoporphyrinogen IX +2 Carbon dioxide +2 Water R03220 Coproporphyrin III + 2 Hydrogen ion + Oxygen <>2 Carbon dioxide +2 Water + Protoporphyrinogen IX 2 S-Adenosylmethionine + Coproporphyrin III <>2 Carbon dioxide +2 5'-Deoxyadenosine +2 L-Methionine + Protoporphyrinogen IX 4 Hydrogen ion + Uroporphyrinogen III <>4 Carbon dioxide + Coproporphyrin III 2 S-Adenosylmethionine + Coproporphyrin III <>2 Carbon dioxide +2 5'-Deoxyadenosine +2 L-Methionine + Protoporphyrinogen IX 2 S-Adenosylmethionine + Coproporphyrin III <>2 Carbon dioxide +2 5'-Deoxyadenosine +2 L-Methionine + Protoporphyrinogen IX